Itineraries flown on 20+ days in the Jun 6 – Jul 31, 2026 schedule · each leg’s record Aug 2025 – Jul 2026

No clear winner: Southwest’s BZN → MDW flights land within a few points of 86% on time whatever the hour.

Nonstops (seasonal or thin)


Southwest	BZN	MDW	2h 55m	86%	0.0%	120	Flying now

Best connections, one ticket

Most reliable Quickest (80%+ on time)

Ranked by chance you reach Chicago on time. Total trip = scheduled departure to arrival, layover included (Chicago is 1 h ahead of Bozeman). Layovers up to 4 hours. Pick a connection for the details.


Southwest Details →	BZN 06:35 → DEN 08:10WN 1130	1h 50m Denver	DEN 10:00 → MDW 13:25WN 755	5h 50m	98%	85%
Southwest Details →	BZN 19:15 → LAS 20:25WN 1137	3h 30m Las Vegas	LAS 23:55 → MDW 05:25 +1WN 2276	9h 10m	96%	81%
Delta Details →	BZN 12:05 → ATL 17:55DL 793	3h 20m Atlanta	ATL 21:15 → MDW 22:17DL 1076	9h 12m	100%	75%
Southwest Details →	BZN 11:15 → DEN 12:55WN 1131	2h 05m Denver	DEN 15:00 → MDW 18:20WN 1603	6h 05m	100%	59%
Delta Details →	BZN 06:00 → MSP 09:18DL 1678	2h 12m Minneapolis	MSP 11:30 → MDW 13:09DL 4820 · flown by Endeavor	6h 09m	98%	57%
Delta Details →	BZN 11:27 → MSP 14:45DL 1226	1h 53m Minneapolis	MSP 16:38 → MDW 18:18DL 4714 · flown by Endeavor	5h 50m	96%	56%
Southwest Details →	BZN 10:15 → LAS 11:25WN 1136	1h 10m Las Vegas	LAS 12:35 → MDW 18:10WN 2273	6h 55m	100%	54%
Southwest Details →	BZN 13:50 → SAN 15:30WN 1139	2h 00m San Diego	SAN 17:30 → MDW 23:25WN 3448	8h 35m	95%	48%
Tight connection: often missed
Southwest Details →	BZN 14:42 → DEN 16:28WN 1132	1h 07m Denver	DEN 17:35 → MDW 21:00WN 1604	5h 18m	38%	10%

Same layover, different day-part

How often the first flight arrives too late to connect (45 min minimum), for one-ticket layovers of 45–80 minutes.

Morning

LAS · 1h 10m · leaves 10:15 0%

Afternoon and evening

ATL · 1h 01m · leaves 14:21 13%

DEN · 1h 07m · leaves 14:42 62%

Delays build through the day, so an afternoon first leg eats the layover. A short connection is fine early in the morning and a gamble later on.

Mixing airlines

One ticketMiss it and the airline rebooks you; bags go through. 45 min is enough.

Separate ticketsMiss it and you buy a new ticket. Re-check bags, clear security again: we require 90 min.


United UA 1362 BZN 06:30 → DEN Southwest WN 755 DEN 10:00 → MDW Connection details →	1h 36m	5h 55m	97%	85%
Delta DL 793 BZN 12:05 → ATL Frontier F9 2291 ATL 21:00 → MDW Connection details →	3h 05m	8h 59m	100%	67%
Alaska AS 3498 BZN 18:58 → SEA Southwest WN 2304 SEA 23:05 → MDW Connection details →	3h 03m	9h 02m	96%	64%

Rank all connections, any airlines →

Regional partners count as the airline that sells them: SkyWest flying Delta Connection is one Delta ticket.

How these are worked out. Makes the connection: share of the last year’s flights where the first flight arrived with at least 45 minutes to spare (90 on separate tickets). Arrives on time: first flight not cancelled × connection made × second flight not cancelled and arriving within 15 minutes. Not yet counted: the second flight also leaving late (which helps), gate-to-gate distance at the hub, and rebooking after a missed connection.

About this data: US DOT on-time records, Aug 2025 – Jul 2026, all US airlines; regional flights count under the airline that sells them. Schedules (which flights and connections exist, and their times) are as of Jun 6 – Jul 31, 2026; seasonal flights outside that window aren’t ranked. Rebuilt monthly. JSON